Compounds > 1,3-dimethoxybenzene
Page last updated: 2024-11-05

1,3-dimethoxybenzene

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1,3-Dimethoxybenzene, also known as resorcinol dimethyl ether, is a colorless, crystalline solid with a sweet, aromatic odor. It is commonly synthesized through the methylation of resorcinol using dimethyl sulfate or diazomethane. 1,3-Dimethoxybenzene is a versatile intermediate in organic synthesis, serving as a building block for the production of various pharmaceuticals, agrochemicals, and dyes. It is also a common starting material for the synthesis of natural products and heterocyclic compounds. Research into 1,3-dimethoxybenzene focuses on its potential applications in medicinal chemistry, particularly as a scaffold for developing novel therapeutic agents. Its ability to interact with biological targets, such as enzymes and receptors, makes it a promising candidate for the treatment of various diseases. Furthermore, studies have explored its potential as a photoactive material due to its ability to absorb UV light. Its unique optical properties make it a valuable component in the development of organic solar cells and light-emitting diodes. 1,3-Dimethoxybenzene is a well-studied compound with diverse applications and continues to be an area of active research due to its potential in various fields.'

1,3-dimethoxybenzene: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9025
CHEMBL ID2252486
CHEBI ID89853
SCHEMBL ID13322163
SCHEMBL ID9350
MeSH IDM0098232

Synonyms (58)

Synonym
fema no. 2385
dimethyl resorcinol
einecs 205-783-4
ai3-00845
dimethylether resorcinolu [czech]
methoxyanisole, m-
3-methoxyanisole
nsc 8699
m-dimethoxybenzene
resorcinol dimethyl ether
nsc-8699
benzene, m-dimethoxy-
151-10-0
1,3-dimethoxybenzene
nsc8699
benzene,3-dimethoxy-
benzene, 1,3-dimethoxy-
inchi=1/c8h10o2/c1-9-7-4-3-5-8(6-7)10-2/h3-6h,1-2h
1,3-dimethoxybenzene, >=98%, fg
1,3-dimethoxybenzene, >=98%
D0628
AKOS000120162
A809120
1,3-dimethoxy-benzene
2694z07hqy ,
dimethylether resorcinolu
unii-2694z07hqy
cas-151-10-0
tox21_302348
dtxsid2047060 ,
dtxcid0027060
NCGC00256016-01
FT-0606678
meta-dimethyl hydroquinone
meta-dimethoxybenzene
m-dimethoxybenzene [fhfi]
3-methoxyphenyl methyl ether
1,3-dimethoxy benzene
SCHEMBL13322163
SCHEMBL9350
chebi:89853 ,
CHEMBL2252486
resorcinol dimethylether
1,3 dimethoxybenzene
m-methoxyanisole
m-dimethoxy-benzene
W-108064
STR00616
dimethylresorcinol
1,3-dimethoxybenzen-2,4,5,6-d4
F0001-0538
mfcd00008384
1,3-dimethoxybenzene, analytical standard
CS-W018510
Q27162036
m-phenylenedimethyl ether
EN300-16149
HY-34487
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
methoxybenzenesAny aromatic ether that consists of a benzene skeleton substituted with one or more methoxy groups.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
estrogen nuclear receptor alphaHomo sapiens (human)Potency54.94100.000229.305416,493.5996AID743069
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1291715Protective activity against Daboia russellii venom-induced hemorrhage in intradermally dosed Swiss albino mouse at 100 mmol assessed as hemorhagic lesion preincubated with venom for 1 hr followed by administration to mouse measured after 24 hrs relative t2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1291717Protective activity against Daboia russellii venom-induced mortality in Swiss albino mouse at 100 mmol, iv by measuring venom LD50 administered immediately after venom injection measured after 24 hrs (Rvb = 2.28ug)2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1291719Protective activity against Naja kaouthia venom-induced mortality in Swiss albino mouse at 100 mmol, iv by measuring venom LD50 administered immediately after venom injection measured after 24 hrs (Rvb = 2.82 ug)2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1291722Protective activity against Daboia russellii venom-induced hemorrhage in Swiss albino mouse at 100 mmol, iv assessed as hemorhagic lesion administered immediately after venom injection measured after 24 hrs relative to untreated control2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1291714Protective activity against Daboia russellii venom-induced hemorrhage in intradermally dosed Swiss albino mouse at 100 mmol assessed as hemorhagic lesion by measuring minimal hemolytic dose preincubated with venom for 1 hr followed by administration to mo2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1090866Toxicity against third-instar larval stage of Trichoplusia ni (cabbage looper) assessed as mortality at 0.25% measured after 24 hr by contact toxicity bioassay2007Journal of agricultural and food chemistry, Dec-12, Volume: 55, Issue:25
Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents.
AID1291721Protective activity against Daboia russellii venom-induced hemorrhage in Swiss albino mouse at 100 mmol, iv assessed as hemorhagic lesion by measuring minimal hemolytic dose administered immediately after venom injection measured after 24 hrs (Rvb =5 ug)2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1090867Feeding deterrent activity against freshly molted third-instar larval stage of Trichoplusia ni (cabbage looper) after 3 to 5 hr by leaf disk choice bioassay2007Journal of agricultural and food chemistry, Dec-12, Volume: 55, Issue:25
Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents.
AID1090868Feeding deterrent activity against freshly molted third-instar larval stage of Trichoplusia ni (cabbage looper), Trichoplusia ni at 50 ug/cm'2 after 3 to 5 hr by leaf disk choice bioassay2007Journal of agricultural and food chemistry, Dec-12, Volume: 55, Issue:25
Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents.
AID1090864Oviposition deterrent activity against adult female Trichoplusia ni (cabbage looper) moths introduced along with male moths into oviposition cage containing compound pretreated cabbage leaves assessed as eggs laying on the leaf disks at 0.25% after 48 hr 2007Journal of agricultural and food chemistry, Dec-12, Volume: 55, Issue:25
Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents.
AID1291710Protective activity against Daboia russellii venom-induced mortality by measuring venom LD50 in Swiss albino mouse at 100 mmol, iv preincubated with venom for 1 hr followed by administration to mouse measured after 24 hrs (Rvb = 2.28 ug)2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1291712Protective activity against Naja kaouthia venom-induced mortality in Swiss albino mouse at 100 mmol, iv by measuring venom LD50 preincubated with venom for 1 hr followed by administration to mouse measured after 24 hrs (Rvb = 2.82 ug)2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
AID1291716Lipophilicity, log P of compound2016European journal of medicinal chemistry, May-23, Volume: 114Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (8.33)18.7374
1990's0 (0.00)18.2507
2000's5 (41.67)29.6817
2010's5 (41.67)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.45

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index37.45 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.18 (4.65)
Search Engine Demand Index48.45 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (37.45)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (8.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (91.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
3-hydroxybenzaldehyde
[no description available]		2.1310hydroxybenzaldehyde
4-hydroxybenzaldehyde
[no description available]		2.1310hydroxybenzaldehydeEC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor;
mouse metabolite;
plant metabolite
benzaldehyde
[no description available]		2.1310benzaldehydesEC 3.1.1.3 (triacylglycerol lipase) inhibitor;
EC 3.5.5.1 (nitrilase) inhibitor;
flavouring agent;
fragrance;
odorant receptor agonist;
plant metabolite
catechol
[no description available]		2.1310catecholsallelochemical;
genotoxin;
plant metabolite
phloroglucinol
Phloroglucinol: A trinitrobenzene derivative with antispasmodic properties that is used primarily as a laboratory reagent.. phloroglucinol : A benzenetriol with hydroxy groups at position 1, 3 and 5.		2.4720benzenetriol;
phenolic donor		algal metabolite
guaiacol
Guaiacol: An agent thought to have disinfectant properties and used as an expectorant. (From Martindale, The Extra Pharmacopoeia, 30th ed, p747). methylcatechol : Any member of the class of catechols carrying one or more methyl substituents.. guaiacol : A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.		2.0310guaiacolsdisinfectant;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
expectorant;
plant metabolite
dibenzofuran
Dibenzofurans: Compounds that include the structure of dibenzofuran.. dibenzofurans : Any organic heterotricyclic compound based on a dibenzofuran skeleton and its substituted derivatives thereof.. dibenzofuran : A mancude organic heterotricyclic parent that consists of a furan ring flanked by two benzene rings ortho-fused across the 2,3- and 4,5-positions.		2.0510dibenzofurans;
mancude organic heterotricyclic parent;
polycyclic heteroarene		xenobiotic
hydroquinone
[no description available]		2.1310benzenediol;
hydroquinones		antioxidant;
carcinogenic agent;
cofactor;
Escherichia coli metabolite;
human xenobiotic metabolite;
mouse metabolite;
skin lightening agent
phenol
[no description available]		2.1310phenolsantiseptic drug;
disinfectant;
human xenobiotic metabolite;
mouse metabolite
vanillin
Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).		2.1310benzaldehydes;
monomethoxybenzene;
phenols		anti-inflammatory agent;
anticonvulsant;
antioxidant;
flavouring agent;
plant metabolite
aspirin
Aspirin: The prototypical analgesic used in the treatment of mild to moderate pain. It has anti-inflammatory and antipyretic properties and acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5). acetylsalicylate : A benzoate that is the conjugate base of acetylsalicylic acid, arising from deprotonation of the carboxy group.. acetylsalicylic acid : A member of the class of benzoic acids that is salicylic acid in which the hydrogen that is attached to the phenolic hydroxy group has been replaced by an acetoxy group. A non-steroidal anti-inflammatory drug with cyclooxygenase inhibitor activity.		2.1310benzoic acids;
phenyl acetates;
salicylates		anticoagulant;
antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
EC 1.1.1.188 (prostaglandin-F synthase) inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
plant activator;
platelet aggregation inhibitor;
prostaglandin antagonist;
teratogenic agent
resorcinol
resorcinol: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7951. resorcinol : A benzenediol that is benzene dihydroxylated at positions 1 and 3.		2.1310benzenediol;
phenolic donor;
resorcinols		erythropoietin inhibitor;
sensitiser
colchicine
(S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.		1.9610alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
trifluoroacetic acid
Trifluoroacetic Acid: A very strong halogenated derivative of acetic acid. It is used in acid catalyzed reactions, especially those where an ester is cleaved in peptide synthesis.. trifluoroacetic acid : A monocarboxylic acid that is the trifluoro derivative of acetic acid.		2.0310fluoroalkanoic acidhuman xenobiotic metabolite;
NMR chemical shift reference compound;
reagent
salicylaldehyde
o-hydroxybenzaldehyde: structure in first source		2.1310hydroxybenzaldehydenematicide;
plant metabolite
veratrole
veratrole: structure. dimethoxybenzene : Any methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives.. veratrole : A dimethoxybenzene with the methoxy groups at ortho-positions.		2.7630dimethoxybenzeneplant metabolite
2,4-dihydroxybenzaldehyde
2,4-dihydroxybenzaldehyde : A dihydroxybenzaldehyde that is resorcinol which has been substituted by a formyl group para to one of the hydroxy groups.		2.1310dihydroxybenzaldehyde
anisole
anisole : A monomethoxybenzene that is benzene substituted by a methoxy group.		2.4920monomethoxybenzeneplant metabolite
ethyl vanillin
ethyl vanillin : A member of the class of benzaldehydes that is vanillin in which the methoxy group is replaced by an ethoxy group.		2.1310aromatic ether;
benzaldehydes;
phenols		antioxidant;
flavouring agent
2-Methoxybenzaldehyde
[no description available]		2.1310carbonyl compound
protocatechualdehyde
protocatechualdehyde: found in wheat grains, wheat seedlings, & other plants; RN given refers to parent cpd; see also rancinamycins; structure		2.1310dihydroxybenzaldehyde
2-vanillin
ortho-vanillin : A member of the class of benzaldehydes that is salicylaldehyde substituted by a methoxy group at position 3.		2.1310benzaldehydes;
guaiacols		antimutagen;
plant metabolite
3-hydroxyanisole
3-hydroxyanisole: structure in first source. 3-methoxyphenol : A member of the class of phenols that is phenol having a methoxy-substituent at the 3-position.		2.0310monomethoxybenzene;
phenols
mequinol
mequinol: depigmenting agent; RN given refers to parent cpd		2.0310methoxybenzenes;
phenols		metabolite
1,4-dimethoxybenzene
1,4-dimethoxybenzene: structure given in first source		2.730dimethoxybenzene
tropolone
Tropolone: A seven-membered aromatic ring compound. It is structurally related to a number of naturally occurring antifungal compounds (ANTIFUNGAL AGENTS).. tropolone : A cyclic ketone that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2. It is a toxin produced by the agricultural pathogen Burkholderia plantarii.		1.9610alpha-hydroxy ketone;
cyclic ketone;
enol		bacterial metabolite;
fungicide;
toxin
3-methoxybenzaldehyde
3-methoxybenzaldehyde : A member of the class of benzaldehydes in which the hydrogen at position 3 of benzaldehyde has been replaced by a methoxy group.		2.1310benzaldehydes;
monomethoxybenzene		Brassica napus metabolite
isovanillin
isovanillin: inhibits aldehyde oxidase. isovanillin : A member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase.		2.1310benzaldehydes;
monomethoxybenzene;
phenols		animal metabolite;
antidiarrhoeal drug;
antifungal agent;
EC 1.2.3.1 (aldehyde oxidase) inhibitor;
HIV protease inhibitor;
plant metabolite
4-Ethoxyphenol
[no description available]		2.0310aromatic ether;
phenols
4-methoxystyrene
4-methoxystyrene: structure in first source		2.0510
iridium
Iridium: A metallic element with the atomic symbol Ir, atomic number 77, and atomic weight 192.22.		2.0510cobalt group element atom;
platinum group metal atom
dibenzo-18-crown-6
dibenzo-18-crown-6: structure. dibenzo-18-crown-6 : A crown ether that is 18-crown-6 ortho-fused to two benzene rings at positions 8-9 and 17-18.		2.0510benzenes;
crown ether		phase-transfer catalyst
1,4-thioxane
1,4-thioxane: structure in first source		2.0710
4-anisaldehyde
4-anisaldehyde: RN given refers to cpd with specified locants for methoxy moieties; structure in Merck, 9th ed, #696. p-methoxybenzaldehyde : A member of the class of benzaldehydes consisting of benzaldehyde itself carrying a methoxy substituent at position 4.		2.1310benzaldehydesbacterial metabolite;
human urinary metabolite;
insect repellent;
plant metabolite
guaethol
[no description available]		2.0310aromatic ether;
phenols;
volatile organic compound		flavouring agent
2,4-dimethoxybenzaldehyde
[no description available]		2.1310
1,3,5-trimethoxybenzene
1,3,5-trimethoxybenzene : A methoxybenzene carrying methoxy groups at positions 1, 3 and 5. It has been found to be a biomarker of flavonoid consumption in humans.		2.4720methoxybenzenesbiomarker;
human xenobiotic metabolite
2-hydroxy-4-methoxybenzaldehyde
2-hydroxy-4-methoxybenzaldehyde: from African medicinal plants: Mondia whitei (Apocynaceae), Rhus vulagaris (Anacardiaceae), Sclerocarya caffra (Anacardiaceae)		2.1310methoxybenzenes;
phenols
2,5-dihydroxybenzaldehyde
2,5-dihydroxybenzaldehyde: structure in first source. 2,5-dihydroxybenzaldehyde : A dihydroxybenzaldehyde carrying hydroxy groups at positions 2 and 5.		2.1310dihydroxybenzaldehydehuman metabolite;
mouse metabolite;
Penicillium metabolite
2-hydroxy-4-methoxy benzoic acid
[no description available]		2.1310methoxybenzoic acid
2,3-dihydroxybenzaldehyde
dihydroxybenzaldehyde : Any member of the class of benzaldehydes in which the phenyl ring is substituted by two hydroxy groups.		2.1310dihydroxybenzaldehyde
2-hydroxy-5-methoxybenzaldehyde
2-hydroxy-5-methoxybenzaldehyde: structure in first source. 5-methoxysalicylaldehyde : A member of the class of benzaldehydes carrying hydroxy and methoxy substituents at positions 2 and 5 respectively.		2.1310benzaldehydes;
monomethoxybenzene;
phenols
benzofurans
Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.		2.0510
parthenin
parthenin: sesqiterpene lactone from Parthenium hysterophorus; structure; RN given refers to 3aS-(3aalpha,6beta,6abeta,9abeta,9balpha)-isomer		2.0310sesquiterpene lactone
resveratrol
trans-resveratrol : A resveratrol in which the double bond has E configuration.		7.0510resveratrolantioxidant;
phytoalexin;
plant metabolite;
quorum sensing inhibitor;
radical scavenger
glycosides
[no description available]		2.0710
stilbenes
Stilbenes: Organic compounds that contain 1,2-diphenylethylene as a functional group.. trans-stilbene : The trans-isomer of stilbene.		2.0510stilbene
mitragynine
[no description available]		2.0110monoterpenoid indole alkaloid
rink amide resin
Rink amide resin: does not yield protected peptide amides using the Fmoc chemical protocol		2.0310
dichlorocarbene
[no description available]		2.0510carbene
ConditionIndicatedRelationship StrengthStudiesTrials